HCID 117992145, compound → HCID 117992252, compound

HRID 531127Notes

Reaction equation

HRID 531127 reaction equation
[CH:1]1([C:4]2[CH:9]=[C:8]([CH2:10][OH:11])[C:7]([O:12][CH2:13][CH3:14])=[CH:6][C:5]=2[C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[CH:16]=2)[CH2:3][CH2:2]1>[O-2].[O-2].[Mn+4].C1(C)C=CC=CC=1>[CH:1]1([C:4]2[CH:9]=[C:8]([CH:10]=[O:11])[C:7]([O:12][CH2:13][CH3:14])=[CH:6][C:5]=2[C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[CH:16]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 117992145HCID 117992145, compound

Product 1

HCID 117992252HCID 117992252, compoundYield 63.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

Manganese dioxide (5.47 g) was added to a toluene (80 mL) solution of (2-cyclopropyl-5-ethoxy-3′-fluorobiphenyl-4-yl)methanol (1.80 g), and the mixture was stirred at 60° C. for 1 hour in a nitrogen atmosphere. The reaction mixture was filtered, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (1.14 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-7e3c7b317e804dbca23f2b17b9b197e7
Source dataset
uspto-grants-2016_05
Patent number
US09353108B2

Reaction notes

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